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Coproporphyrin III

Names

[ CAS No. ]:
14643-66-4

[ Name ]:
Coproporphyrin III

[Synonym ]:
3,3',3'',3'''-(3,8,13,17-tetramethyl-porphyrin-2,7,12,18-tetrayl)-tetra-propionic acid
COPROPORPHYRIN III DIHYDROCHLORIDE
3,3',3'',3'''-(3,8,13,17-Tetramethyl-porphyrin-2,7,12,18-tetrayl)-tetra-propionsaeure
3,3',3'',3'''-(3,8,13,17-tetramethyl-21H,23H-porphine-2,7,12,18-tetrayl)-tetrakis-propionic acid
CoproporphyrinIII Dihyrochloride
2,7,12,18-Tetramethyl-21H,23H-porphyrin-3,8,13,17-tetrapropionic acid
coproporphyrin
Coproporphyrin III
Coproporphyrin dihydrochloride
coproporphyriniii2HCl
3,8,13,17-tetramethylporphyrin-2,7,12,18-tetrapropanoic acid
3,8,13,17-TETRAMETHYL-21H,23H-PORPHINE-2,7,12,18-TETRAPROPIONIC ACID DIHYDROCHLORIDE
Koproporphyrin III
Coproporphyrin III dihydrochloride,3,8,13,17-Tetramethyl-21H,23H-porphine-2,7,12,18-tetrapropionic acid dihydrochloride

Biological Activity

[Description]:

Coproporphyrin III is a porphyrin derivative.

[Related Catalog]:

Research Areas >> Others
Natural Products >> Others

[Target]

Human Endogenous Metabolite


[In Vitro]

Coproporphyrin III methyl ester is repeatedly isolated in considerable amount from both feces and urine. A great increase of coproporphyrin III excretion is unaccompanied by symptoms or signs of porphyria, metal or chemical poisoning or liver disease[1]. Primary cultures of chick embryo hepatocytes have been used to study the mechanism by which chemicals cause accumulation of intermediates of the heme synthetic pathway. In the presence of the porphyrin precursor, 5-aminolevulinate (ALA), addition of insulin causes a striking increase in accumulation of uroporphyrin I and coproporphyrin III. Antioxidants abolishes the uroporphyrin I accumulation and increases coproporphyrin III[2].

[In Vivo]

Urinary DMA and porphyrin profile can be used as an early warning biomarker for chronic MMA exposure before the onset of cancer. After 4 weeks the level of coproporphyrin III concentration significantly increases in all the treatment groups compared to the control[3].

[References]

[1]. Watson CJ, et al. Studies of coproporphyrin. iii. idiopathic coproporphyrinuria; a hitherto unrecognized form characterized by lack of symptoms in spite of the excretion of large amounts of coproporphyrin. J Clin Invest. 1949 May;28(3):465-8.

[2]. Trask HW, et al. Effect of insulin and glucagon on accumulation of uroporphyrin and coproporphyrin from 5-aminolevulinate in hepatocyte cultures. Arch Biochem Biophys. 2005 Jul 1;439(1):1-11.

[3]. Krishnamohan M, et al. Urinary arsenic and porphyrin profile in C57BL/6J mice chronically exposed to monomethylarsonous acid (MMAIII) for two years. Toxicol Appl Pharmacol. 2007 Oct 1;224(1):89-97.


[Related Small Molecules]

3-Methyladenine | Hydrocortisone | Acetylcysteine(N-acetylcysteine) | Retinoic acid | Melatonine | Dinoprostone | Nicotinamide | Adenosine triphosphate | 4-Acetamidophenol | Prostaglandin E1 | Dehydroepiandrosterone | Corticosterone | Progesterone | Docosahexaenoic Acid | NAD+

Chemical & Physical Properties

[ Density]:
1.366 g/cm3

[ Boiling Point ]:
1258ºC at 760 mmHg

[ Molecular Formula ]:
C36H38N4O8

[ Molecular Weight ]:
654.71

[ Flash Point ]:
714.6ºC

[ PSA ]:
205.50000

[ LogP ]:
4.69760

[ Vapour Pressure ]:
0mmHg at 25°C

[ Index of Refraction ]:
1.638

[ Storage condition ]:
2-8℃

MSDS

Synthetic Route


Related Compounds